Water → HCID 58515524, compound

HRID 40460Notes

Reaction equation

HRID 40460 reaction equation
Cl[C:2]1[C:11](=[O:12])[N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][N:5]2[C:4](=[O:13])[C:3]=1Cl.[C:15](/[C:17](/[S-:22])=[C:18](\[C:20]#[N:21])/[S-:19])#[N:16].[Na+].[Na+].O>O1CCCC1>[O:12]=[C:11]1[C:2]2[S:19][C:18]([C:20]#[N:21])=[C:17]([C:15]#[N:16])[S:22][C:3]=2[C:4](=[O:13])[N:5]2[CH2:10][CH2:9][CH2:8][CH2:7][N:6]12

Participants

5

Reactant 3

HCID 962WaterHCID 11106054HCID 11106054, compoundHCID 58515525HCID 58515525, compound

Product 1

HCID 58515524HCID 58515524, compoundYield 38.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

An amount of 1 g (4.254 mmol) of 2,3-dichloro-6,7,8,9-tetrahydropyridazino[1,2-a]pyridazine-1,4-dione (II-1) is introduced in 20 ml of absolute tetrahydrofuran. Subsequently 0.869 g (4.254 mmol) of disodium (Z)-1,2-dicyanoethene-1,2-bis(thiolate) and 2 ml of water are added and the mixture is stirred at 40° C. for 18 hours. It is filtered with suction and extracted with methylene chloride and water, and the extract is dried and concentrated. Chromatography on silica gel (cyclohexane/ethyl acetate 0-100%) gives 0.5 g (99% purity, 38.3% of theory) of 5,12-dioxo-5,7,8,9,10,12-hexahydro[1,4]dithiino[2,3-d]pyridazino[1,2-a]pyridazine-2,3-dicarbonitrile.

Workup

  1. filtrationIt is filtered with suction
  2. extractionextracted with methylene chloride and water
  3. customthe extract is dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a6a1db00c0a14959b5893317cc088c13
Source dataset
uspto-grants-2013_09
Patent number
US08530387B2

Reaction notes

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